3-cyanomethyl-2-vinylindoles as thermal indole-2,3-quinodimethane equivalents: synthesis of functionalized 1,2,3,4-tetrahydrocarbazoles

被引:31
作者
Laronze, M [1 ]
Sapi, J [1 ]
机构
[1] Univ Reims, Fac Pharm, CNRS, UMR 6013, F-51096 Reims, France
关键词
Diels-Alder reaction; 3-cyanomethyl-2-vinylindole; indole-2,3-quinodimethane; 1,5]-sigmatropic hydrogen shift; tetrahydrocarbazoles;
D O I
10.1016/S0040-4039(02)01907-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Electron-donating substituted 3-cyanomethyl-2-vinylindoles were found to rearrange via thermal [1,5]H shift into the corresponding indole-2,3-quinodimethanes which were trapped by dienophiles to afford tetrahydrocarbazoles. (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:7925 / 7928
页数:4
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